Issue 14, 1994
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Directed lithiation of some chroman-4-ols

Richard J. Bethune,   Christopher D. Gabbutt,   Stéphane G. R. Guinot,   John D. Hepworth  and  B. Mark Heron  

Abstract

Directed lithiation of chroman-4-ols occurs predominantly at C-5 under kinetic control, but at C-8 at higher temperatures. Dehydration and oxidation of the products provides viable routes to 5-substituted 2H-chromenes and chroman-4-ones, respectively. The chroman-4-ones have been converted into novel pyrano[4,3,2-de] phthalazines. 2,2,5,7-Tetramethylchroman-4-ol is preferentially lithiated at the 5-methyl group and leads to the pyrano[2,3,4-de][1]benzopyran system.

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Article information

DOI
https://doi.org/10.1039/P19940001925
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1994, 1925-1933

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Directed lithiation of some chroman-4-ols

R. J. Bethune, C. D. Gabbutt, S. G. R. Guinot, J. D. Hepworth and B. M. Heron, J. Chem. Soc., Perkin Trans. 1, 1994, 1925 DOI: 10.1039/P19940001925

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